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    Any age | Freelancer, contractor, small business owner

    Self-Employed or Running a Side Hustle

    Being self-employed opens up a set of retirement and tax strategies that W-2 employees simply don't have access to. Many self-employed people never use the options available to them.

    Key Takeaways

    • A Solo 401(k) allows contributions up to $72,000/year - far beyond the standard $24,500 limit
    • SEP-IRA allows contributions of up to 25% of net self-employment income
    • Self-employed individuals can deduct health insurance premiums and half of self-employment tax
    • Quarterly estimated tax payments are required - missing them triggers IRS penalties
    • Separating business and personal finances is important from day one

    Solo 401(k): High Contribution Limits for the Self-Employed

    A Solo 401(k) is available to self-employed individuals with no full-time employees other than a spouse. It allows both employee and employer contributions, for a combined limit of $72,000 in 2026.

    Employee contribution: up to $24,500 (or $32,500 if 50+, with the $8,000 catch-up). Employer contribution: up to 25% of net self-employment income.

    Run the numbers:

    Annual Tax Shelter
    $52,205/year

    As both employee AND employer

    In today's dollars: $1.58M
    $30,000$1.00M
    2595
    10%37%
    570

    Your Solo 401(k) Breakdown

    Employee Contribution

    Your "salary deferral"

    $24,500

    Employer Contribution

    25% of adjusted income

    $27,705

    Total Annual Contribution

    2026 limit: $72,000

    $52,205

    $16,706

    Annual Tax Saved

    $417,640

    Lifetime Tax Saved

    $3.30M

    @ 7% Return

    vs SEP IRA: Solo 401(k) lets you contribute as employee + employer, sheltering up to 3x more than SEP IRA at lower incomes!

    SEP-IRA: Simpler, Less Administrative Overhead

    A SEP-IRA allows contributions of up to 25% of net self-employment income, up to $72,000 (2026). It's easier to set up than a Solo 401(k) - no annual IRS filings required until balances exceed $250,000.

    Quarterly Estimated Taxes: Avoid the Penalty

    Self-employed individuals are responsible for paying estimated taxes quarterly. A simple approach: set aside 25-30% of every invoice payment into a dedicated tax savings account and pay quarterly.

    Sources

    1. Internal Revenue Service, Notice 2025-67

      2026 retirement plan limits (401(k), IRA, SIMPLE, catch-up)

    2. Internal Revenue Service, Publication 505

      Tax Withholding and Estimated Tax (estimated-tax and safe-harbor rules)

    Educational content only. Not personalized financial advice. Strategies discussed apply to different situations - consult a financial professional before making decisions specific to your circumstances.

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